Chromium-templated benzannulation and haptotropic metal migration

被引：49

作者：

Dötz, KH ^{[1
]}

Wenzel, B ^{[1
]}

Jahr, HC ^{[1
]}

机构：

[1] Kekule Inst Organ Chem & Biochem, Gerhard Domagk Str 1, D-53121 Bonn, Germany

来源：

TEMPLATES IN CHEMISTRY I | 2004年 / 248卷

关键词：

arene complexes; chromium complexes; chromium-templated benzannulation; haptotropic rearrangement; intramolecular rearrangement; ligand substitution; molecular switch;

D O I：

10.1007/b99910

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This review highlights the recent development in intramolecular migration of metal templates along fused arene skeletons. The focus is on the haptotropic rearrangement of a Cr(CO)(3)-fragment along polycyclic aromatic pi-systems. The straightforward and regioselective synthesis of arene-Cr(CO)(3) complexes via chromium-templated [3+2+1]-benzannulation is discussed in the context of mechanistic and synthetic aspects. Proper tuning of the arene substitution pattern and the template coligand sphere allows the design of the haptotropic rearrangement for an application in novel organometallic molecular switches.

引用

页码：63 / +

页数：5

共 129 条

[21] SUBSTRATE REGULATION OF PRODUCT DISTRIBUTION IN THE REACTIONS OF ARYL CHROMIUM CARBENE COMPLEXES WITH ALKYNES [J].

BOS, ME ;

WULFF, WD ;

MILLER, RA ;

CHAMBERLIN, S ;

BRANDVOLD, TA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (24) :9293-9319

[22]

Burger P, 2001, ANGEW CHEM INT EDIT, V40, P1917, DOI 10.1002/1521-3773(20010518)40:10<1917::AID-ANIE1917>3.0.CO

[23]

2-#

[24]

BURGER P, 2001, ANGEW CHEM INT EDIT, V113, P1971

[25] CONTRASTERIC REGIOCHEMICAL INCORPORATION OF STANNYLACETYLENES IN THE BENZANNULATION REACTION [J].

CHAMBERLIN, S ;

WATERS, ML ;

WULFF, WD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3113-3114

[26] IMPROVEMENT OF CHROMIUM CARBENE DOTZ REACTION BY PHOTOIRRADIATION EMPLOYING A XENON LAMP [J].

CHOI, YH ;

RHEE, KS ;

KIM, KS ;

SHIN, GC ;

SHIN, SC .

TETRAHEDRON LETTERS, 1995, 36 (11) :1871-1874

[27] PROPOSED NOMENCLATURE FOR OLEFIN-METAL AND OTHER ORGANOMETALLIC COMPLEXES [J].

COTTON, FA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (22) :6230-&

[28] MIGRATION OF TRICARBONYLCHROMIUM GROUPS IN PHENYLANTHRACENES [J].

CUNNINGHAM, SD ;

OFELE, K ;

WILLEFORD, BR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) :3724-3725

[29] Synthesis of novel quinone boronic ester derivatives via a highly regioselective Cr-mediated benzannulation reaction and their application in Pd-catalyzed coupling processes [J].

Davies, MW ;

Johnson, CN ;

Harrity, JPA .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (10) :3525-3532

[30] SPEKTROSKOPISCHE UNTERSUCHUNGEN AN METALLORGANISCHEN VERBINDUNGEN .45. 1H-NMR-SPEKTREN VON NAPHTHALIN-CHROM(0)-TRICARBONYL UND SEINEN DERIVATEN [J].

DEUBZER, B ;

FRITZ, HP ;

KREITER, CG ;

OFELE, K .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1967, 7 (02) :289-+

← 1 2 3 4 5 6 7 8 9 10 →